JP2017128592A5 - - Google Patents
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- Publication number
- JP2017128592A5 JP2017128592A5 JP2017052898A JP2017052898A JP2017128592A5 JP 2017128592 A5 JP2017128592 A5 JP 2017128592A5 JP 2017052898 A JP2017052898 A JP 2017052898A JP 2017052898 A JP2017052898 A JP 2017052898A JP 2017128592 A5 JP2017128592 A5 JP 2017128592A5
- Authority
- JP
- Japan
- Prior art keywords
- stream
- dehydrohalogenating agent
- koh
- agent
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 238000000034 method Methods 0.000 claims description 32
- 239000003795 chemical substances by application Substances 0.000 claims description 30
- 239000000047 product Substances 0.000 claims description 15
- FYIRUPZTYPILDH-UHFFFAOYSA-N 1,1,1,2,3,3-hexafluoropropane Chemical compound FC(F)C(F)C(F)(F)F FYIRUPZTYPILDH-UHFFFAOYSA-N 0.000 claims description 13
- ZDCWZRQSHBQRGN-UHFFFAOYSA-N 1,1,1,2,3-pentafluoropropane Chemical compound FCC(F)C(F)(F)F ZDCWZRQSHBQRGN-UHFFFAOYSA-N 0.000 claims description 13
- 150000001336 alkenes Chemical group 0.000 claims description 10
- 150000002894 organic compounds Chemical class 0.000 claims description 10
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 9
- 239000013067 intermediate product Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 6
- 239000006227 byproduct Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000007858 starting material Substances 0.000 claims description 6
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 claims description 5
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 238000005796 dehydrofluorination reaction Methods 0.000 claims description 4
- 238000006704 dehydrohalogenation reaction Methods 0.000 claims description 4
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 4
- 238000007599 discharging Methods 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000002496 methyl group Chemical class [H]C([H])([H])* 0.000 description 2
- INEMUVRCEAELBK-UHFFFAOYSA-N 1,1,1,2-tetrafluoropropane Chemical compound CC(F)C(F)(F)F INEMUVRCEAELBK-UHFFFAOYSA-N 0.000 description 1
- DMUPYMORYHFFCT-UHFFFAOYSA-N 1,2,3,3,3-pentafluoroprop-1-ene Chemical compound FC=C(F)C(F)(F)F DMUPYMORYHFFCT-UHFFFAOYSA-N 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39224210P | 2010-10-12 | 2010-10-12 | |
| US61/392,242 | 2010-10-12 | ||
| US13/229,016 | 2011-09-09 | ||
| US13/229,016 US8710282B2 (en) | 2008-03-14 | 2011-09-09 | Integrated process for the manufacture of fluorinated olefins |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016131547A Division JP6203912B2 (ja) | 2010-10-12 | 2016-07-01 | フッ素化オレフィンを製造するための統合プロセス |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017128592A JP2017128592A (ja) | 2017-07-27 |
| JP2017128592A5 true JP2017128592A5 (enrdf_load_stackoverflow) | 2018-01-11 |
| JP6367410B2 JP6367410B2 (ja) | 2018-08-01 |
Family
ID=45938904
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013533893A Withdrawn JP2013543510A (ja) | 2010-10-12 | 2011-10-07 | フッ素化オレフィンを製造するための統合プロセス |
| JP2016131547A Active JP6203912B2 (ja) | 2010-10-12 | 2016-07-01 | フッ素化オレフィンを製造するための統合プロセス |
| JP2017052898A Active JP6367410B2 (ja) | 2010-10-12 | 2017-03-17 | フッ素化オレフィンを製造するための統合プロセス |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013533893A Withdrawn JP2013543510A (ja) | 2010-10-12 | 2011-10-07 | フッ素化オレフィンを製造するための統合プロセス |
| JP2016131547A Active JP6203912B2 (ja) | 2010-10-12 | 2016-07-01 | フッ素化オレフィンを製造するための統合プロセス |
Country Status (8)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3000096B1 (fr) | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene |
| CN105939985B (zh) * | 2014-01-30 | 2019-07-05 | Ａｇｃ株式会社 | 三氟乙烯的制造方法 |
| CN104945221B (zh) * | 2015-06-11 | 2017-07-18 | 浙江衢州巨新氟化工有限公司 | 一种联产2,3,3,3‑四氟丙烯和1,3,3,3‑四氟丙烯的方法 |
| CN105061136B (zh) * | 2015-08-18 | 2017-12-22 | 巨化集团技术中心 | 一种氟烯烃的制造方法 |
| GB201701099D0 (en) | 2017-01-23 | 2017-03-08 | Mexichem Fluor Sa De Cv | Process |
| FR3093721A1 (fr) | 2019-03-12 | 2020-09-18 | Arkema France | Procédé de production de fluorooléfines |
Family Cites Families (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA983241A (en) * | 1972-05-24 | 1976-02-10 | William G. Boney | Hydrogen fluoride removal process |
| JPS5378999A (en) * | 1976-12-23 | 1978-07-12 | Nippon Petrochemicals Co Ltd | Method of treating hydrofluoric acid |
| SU709537A1 (ru) | 1977-12-26 | 1980-01-15 | Предприятие П/Я А-7125 | Способ получени фтористого кальци |
| US4414185A (en) | 1982-08-09 | 1983-11-08 | Chevron Research Company | Process for calcium fluoride production from industrial waste waters |
| IT1196518B (it) | 1986-07-18 | 1988-11-16 | Ausimont Spa | Preparazione di fluoroetileni e clorofluoroetileni da clorofluoroetani |
| DE4004494A1 (de) | 1990-02-14 | 1991-08-22 | Bayer Ag | Verfahren zur herstellung von gesaettigten, fluorhaltigen und chlorfreien kohlenwasserstoffen |
| EP0644173A1 (en) | 1992-06-05 | 1995-03-22 | Daikin Industries, Limited | Processes for producing 1,1,1,2,3-pentafluoropropene and producing 1,1,1,2,3-pentafluoropropane |
| US5396000A (en) | 1993-05-24 | 1995-03-07 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 1,1,1,2,3,-pentafluoropropane |
| EP0703208B1 (en) | 1993-06-10 | 1999-04-07 | Daikin Industries, Ltd. | Method of producing 1,1,1,3,3-pentafluoropropane |
| JP3521912B2 (ja) | 1993-12-30 | 2004-04-26 | エクソンモービル・ケミカル・パテンツ・インク | トランス非共役ジオレフィンの合成方法 |
| DE4421702A1 (de) | 1994-06-21 | 1996-01-04 | Bayer Ag | Verfahren zur Herstellung von 1,1,1,4,4,4-Hexafluorbutan in flüssiger Phase |
| JPH08165256A (ja) | 1994-12-09 | 1996-06-25 | Daikin Ind Ltd | １，１，１，２，３，３−ヘキサフルオロプロパンの製造方法 |
| EP0958265B1 (en) | 1997-01-31 | 2003-04-02 | E.I. Du Pont De Nemours And Company | The catalytic manufacture of pentafluoropropenes |
| JPH10316597A (ja) | 1997-05-15 | 1998-12-02 | Agency Of Ind Science & Technol | 弗素化飽和炭化水素 |
| US6031141A (en) | 1997-08-25 | 2000-02-29 | E. I. Du Pont De Nemours And Company | Fluoroolefin manufacturing process |
| US6548719B1 (en) | 2001-09-25 | 2003-04-15 | Honeywell International | Process for producing fluoroolefins |
| US7230146B2 (en) * | 2003-10-27 | 2007-06-12 | Honeywell International Inc. | Process for producing fluoropropenes |
| DK2258784T3 (en) | 2002-10-25 | 2017-08-28 | Honeywell Int Inc | Compositions containing fluorine-substituted olefins |
| US6734332B1 (en) | 2002-12-19 | 2004-05-11 | Shell Oil Company | Process for enriching cis or trans-isomers in an olefin stream |
| US7592494B2 (en) * | 2003-07-25 | 2009-09-22 | Honeywell International Inc. | Process for the manufacture of 1,3,3,3-tetrafluoropropene |
| US8530708B2 (en) | 2003-07-25 | 2013-09-10 | Honeywell International Inc. | Processes for selective dehydrohalogenation of halogenated alkanes |
| US8067649B2 (en) * | 2004-04-29 | 2011-11-29 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7897823B2 (en) | 2004-10-29 | 2011-03-01 | E. I. Du Pont De Nemours And Company | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| US7902410B2 (en) | 2005-11-03 | 2011-03-08 | Honeywell International Inc. | Process for the manufacture of fluorinated alkanes |
| JP5143011B2 (ja) * | 2005-11-03 | 2013-02-13 | ハネウェル・インターナショナル・インコーポレーテッド | フッ素化有機化合物の製造方法 |
| US8766020B2 (en) * | 2008-07-31 | 2014-07-01 | Honeywell International Inc. | Process for producing 2,3,3,3-tetrafluoropropene |
| US7560602B2 (en) * | 2005-11-03 | 2009-07-14 | Honeywell International Inc. | Process for manufacture of fluorinated olefins |
| CN101415664B (zh) * | 2006-03-31 | 2012-05-30 | 纳幕尔杜邦公司 | 氢氟烯烃的同时制备 |
| ES2543348T3 (es) * | 2006-09-05 | 2015-08-18 | E.I. Du Pont De Nemours And Company | Procedimiento de deshidrofluoración para fabricar hidrofluoroolefinas |
| EP2066605B1 (en) * | 2006-09-05 | 2013-12-25 | E.I. Du Pont De Nemours And Company | Process to manufacture 2,3,3,3-tetrafluoropropene |
| US8013194B2 (en) * | 2008-03-14 | 2011-09-06 | Honeywell International Inc. | Process for the manufacture of fluorinated olefins |
| GB0625214D0 (en) | 2006-12-19 | 2007-01-24 | Ineos Fluor Holdings Ltd | Process |
| WO2009026080A1 (en) * | 2007-08-16 | 2009-02-26 | E.I. Du Pont De Nemours And Company | Catalytic isomerization between e and z isomers of 1,2,3,3,3 pentafluoropropene using aluminum catalyst |
| US8338652B2 (en) * | 2007-09-11 | 2012-12-25 | Daikin Industries, Ltd. | Process for producing 2,3,3,3-tetrafluoropropene |
| ES2630042T3 (es) * | 2007-12-27 | 2017-08-17 | Arkema France | Procedimiento para producir 1,1,1,2-tetrafluoropropeno |
| FR2929272B1 (fr) | 2008-03-28 | 2010-04-09 | Arkema France | Procede pour la preparation du 2,3,3,3-tetrafluoro-1-propene |
| GB0806389D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| AU2009244263B2 (en) | 2008-05-07 | 2014-05-22 | The Chemours Company Fc, Llc. | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3- tetrafluoropropene |
| GB0808836D0 (en) | 2008-05-15 | 2008-06-18 | Ineos Fluor Ltd | Process |
| FR2935703B1 (fr) * | 2008-09-11 | 2010-09-03 | Arkema France | Procede de preparation de composes fluores. |
| FR2935701B1 (fr) | 2008-09-11 | 2012-07-27 | Arkema France | Procede de preparation de composes fluores olefiniques |
| FR2940968B1 (fr) * | 2009-01-13 | 2012-12-14 | Arkema France | Procede de preparation de composes fluores olefiniques |
| FR2946338B1 (fr) | 2009-06-04 | 2012-12-28 | Arkema France | Procede de preparation de composes fluores olefiniques |
| FR2948360B1 (fr) | 2009-07-23 | 2011-08-05 | Arkema France | Procede de preparation de composes fluores olefiniques |
| FR2948362B1 (fr) | 2009-07-23 | 2012-03-23 | Arkema France | Procede de preparation de composes fluores |
| FR2948361B1 (fr) | 2009-07-23 | 2011-08-05 | Arkema France | Procede de preparation de composes fluores |
| FR2935702B1 (fr) | 2009-09-15 | 2010-11-12 | Arkema France | Procede de preparation de composes fluores olefiniques |
-
2011
- 2011-09-09 US US13/229,016 patent/US8710282B2/en active Active
- 2011-10-07 CN CN202510064170.4A patent/CN119874478A/zh active Pending
- 2011-10-07 CN CN201711043265.XA patent/CN107986936A/zh active Pending
- 2011-10-07 CN CN202111058499.8A patent/CN113735682A/zh active Pending
- 2011-10-07 CN CN202111058496.4A patent/CN113698269A/zh active Pending
- 2011-10-07 CN CN202510064171.9A patent/CN119874479A/zh active Pending
- 2011-10-07 WO PCT/US2011/055198 patent/WO2012051057A2/en active Application Filing
- 2011-10-07 CN CN201711048814.2A patent/CN108117477A/zh active Pending
- 2011-10-07 CN CN201711043273.4A patent/CN107986937A/zh active Pending
- 2011-10-07 EP EP17180528.6A patent/EP3263543A1/en active Pending
- 2011-10-07 ES ES11833160.2T patent/ES2648126T3/es active Active
- 2011-10-07 JP JP2013533893A patent/JP2013543510A/ja not_active Withdrawn
- 2011-10-07 CN CN2011800598522A patent/CN103249701A/zh active Pending
- 2011-10-07 CN CN201610626575.3A patent/CN106167445B/zh active Active
- 2011-10-07 EP EP11833160.2A patent/EP2627620B1/en not_active Revoked
- 2011-10-07 MX MX2013003957A patent/MX2013003957A/es active IP Right Grant
- 2011-10-07 LT LTEP11833160.2T patent/LT2627620T/lt unknown
-
2016
- 2016-07-01 JP JP2016131547A patent/JP6203912B2/ja active Active
-
2017
- 2017-03-17 JP JP2017052898A patent/JP6367410B2/ja active Active
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